Watch Sailing & Boating Adventures Around the World – Page 5 of 65
Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.
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Sail Life – Uncovering the True Beauty of Mexico
is where I put all the extra hidden pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and...
Learning to Sail: 5 Things I Wish Someone Told Me on Day One – Lady K Sailing – Ep 363
Sailing for beginners is a minefield of mistakes. You're watching the wrong videos. Most sailing advice skips the painful, embarrassing realities of Day One. I’ve sailed for years, and these 5 crucial things would have saved me thousands of dollars and years of struggle. Docking is terrifying. ...
Foreign Country – Missing Crew Member. This has never happened before.
This episode definitely left me with more questions than answers. If you're looking to take a deeper dive on what actually happened to Dan, check out the link Jordan wrote a blog post. If you’ve been following this journey for a while, you already know the deeper story never fits insid...
The Worst Catamaran Ever Made (The Wildcat 350 Controversy) – Ep 362 – Lady K Sailing
Thinking about buying a Wildcat 350? Or just curious why this catamaran sparks so much controversy? In this video, we dive deep into the infamous Wildcat 350, the South-African-built catamaran with a reputation that swings wildly between “underrated gem” and “floating science experiment.” I found o...
Safest OLD Sailboats – Ep 361 – Lady K Sailing
What are the safest old sailboats ever built? In today’s episode of Lady K Sailing, we break down five legendary, storm-tested, ocean-crossing classics that earned their reputations the hard way. These boats aren’t about luxury or modern styling — they’re about survival, stability, and real offshore...
Sailing & The Hard Stuff
is where I put all the extra pieces of this adventure that don’t make it onto YouTube. If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full d...
Everyone Should Own a Sunfish (Here’s Why) – Ep 360 – Lady K Sailing
The Sunfish is the best-selling sailboat of all time — over half a million built — and for good reason. It’s simple, portable, affordable, nearly indestructible, and one of the purest ways to learn and love sailing. Today, I’m diving into why the Sunfish became a legend, why it’s still one of the mo...
This $59,900 Sailboat Is READY to Sail Away Today! – Ep 359 – Lady K Sailing
Today we’re taking a deep dive into one of the best budget bluewater sailboats on the market: a 1984 Tayana 37 listed for $59,900. Yes… a real, offshore-ready, world-capable cruiser for under $60K — and you could quite literally buy it today and sail the Caribbean this season. In this video, we’ll ...
I Almost Hit the Rocks – First Sail After Having a Baby
After months away from my sailboat to have my baby, today I’m finally taking her back out to sea… and things get real very fast. This is my first sail after having a baby, and I’m more out of practice than I expected. While leaving the marina for our first offshore passage, I make one mistake that...
Perfect $20,000 Sailboat (Catalina 30 Refit on a Budget) – Ep 358 – Lady K Sailing
Could you really live on a sailboat for just $20,000? In this episode, we’re building the perfect budget cruiser — the legendary Catalina 30 — and transforming it into a self-sufficient liveaboard for under twenty grand. We’re adding 800 watts of solar power, a 300 amp-hour lithium battery, fixing ...
Have I FORGOTTEN Everything? | Sailing PIRATE SHIP S19E03
👀 Watch the DAILY VLOG here: Instagram😉 SUPPORT THE FILMS:![1500 Miles to Fiji through the ITCZ – Sailing Sweet Ruca [Ep. 192]](https://i.ytimg.com/vi_webp/0aVPOeT6Ykg/mqdefault.webp)
1500 Miles to Fiji through the ITCZ – Sailing Sweet Ruca [Ep. 192]
Battling through the ITCZ (Inter Tropical Convergence Zone), we sail 1500+ miles from the Marshall Islands to beautiful Fiji. This is part one of our 12 day bluewater sailing voyage through some of the most remote parts of the pacific ocean. #sailing #storm #vlog #yachtlife #reallife
From PARADISE to HOLY SH!T – Sailing Iceland’s WILD north coast – Ep 258
Join us as we sail the rugged north coast of Iceland in our custom aluminum sailboat. From the remote beauty of Norðurfjörður to the lively fishing town of Siglufjörður and the whale-watching capital of Húsavík. We explore hidden hot springs, local swimming pools, and the unique charm of Iceland’s n...
High Pressure Decisions Before Sailing the World | PIRATE SHIP S19E02
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This Is Why Sailing Costs Less Than Rent (Seriously) – Ep 356 Lady K Sailing
Think sailing is only for millionaires? Think again. In this episode, we break down the real costs of living aboard and show how affordable it can be to start sailing. From budget boats to smart marina hacks, you’ll see exactly how people are doing it — right now. #Sailing #SailboatLife #LadyKSailin...
The Top 10 Sailboats Under $25k in the USA!
#boatfoolssailing #cheapboats #budgetboats #sailboats We've searched high and low for the best used sailboats for sale in the USA under $25,000 - and found some real contenders! Welcome back, BOATFOOLS NATION! This week, Green Mountain Josh and I are doing something big — we’re taking a spi...
When Your Wife Won’t Go Sailing – How to Get Your Partner Onboard the Dream – 355 -Lady K Sailing
So you’ve worked your whole life, ready to retire and sail off into the sunset — but your spouse just isn’t interested in sailing. You’re not alone. In this episode of Lady K Sailing, we talk about why one partner often resists the sailing lifestyle and how you can bridge that gap using real data, e...
My WORST SAILBOAT Nightmare & It’s NOT what you think
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Unedited Greece: Anchored in a Hidden Lagoon with Sailing Doodles
Watch Behind The Scenes Cameras Here: This episode isn’t polished, planned, or perfect—because sailing life rarely is. We dropped anchor in a hidden lagoon for our final night in Greece with Bobby White of Sailing Doodles, and what followed was the kind of quiet, honest moment that never makes it ...
Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing
Sailing looks calm, romantic, and free — until it isn’t. In this video, we explore the real-life disasters and accidents that show just how fast things can go wrong at sea — from the 1979 Fastnet Race tragedy to the Cheeki Rafiki and Sydney to Hobart storm, to modern-day survival stories that remind...
Galley Secrets from a Schooner Pro | Recipes and Tips from a Maine Schooner Chef
#boatfoolssailing #MaineSchooner #SailboatCooking #cruisinglife #BoatRecipes #SailingMaine Hey BoatFools Nation! Today, we’re doing something a little different—but definitely boat related! We’re in Rockland, Maine, joined by Canadian Ken, and visiting the former captains of the historic two-mas...
Valiant 40 Sailboat | The Legendary Bluewater Cruiser Changed Offshore Sailing Ep 352 Lady K Sailing
The Valiant 40 sailboat is one of the most iconic offshore cruisers ever built. Designed by Bob Perry in the 1970s, this legendary 40-foot yacht combined speed, comfort, and safety in a way no production cruiser had before. In this video, we take a deep dive into the history, design, performance, a...
Dating in 2025 Feels Impossible… Until You Sail in Greece
Watch Behind The Scenes Cameras Here: 👀 Watch the DAILY VLOG here: Instagram😉 Guess WHAT?!! I have a new Podcast😎 It's FREE: SUPPORT THE FILMS: